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Di-tert-butyl azodicarboxylate

ALDRICH/135992 - 98%

Synonym: Bis(1,1-dimethylethyl)azodicarboxylate; DBAD; Di-tert-butyl azodiformate; NSC 109889

CAS Number: 870-50-8
Empirical Formula (Hill Notation): C10H18N2O4
Molecular Weight: 230.26
EC Number: 212-796-9
MDL Number: MFCD00015001
Linear Formula: (CH3)3COCON=NCOOC(CH3)3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-135992-5G 5 g
$59.80
1/EA
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45-135992-25G 25 g
$144.00
1/EA
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12 Principles of Green Chemistry: Principle 9—Catalytic reagents (as selective as possible) are superior to stoichiometric reagents.

 

assay 98%
form solid
greener alternative category Aligned ,  
greener alternative product characteristics Catalysis
Learn more about the Principles of Green Chemistry .
InChI 1S/C10H18N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3/b12-11+
InChI key QKSQWQOAUQFORH-VAWYXSNFSA-N
mp 89-92 °C (lit.)
Quality Level 200 
SMILES string CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C
storage temp. 2-8°C
sustainability Greener Alternative Product
Application: Co-oxidant in copper-catalyzed greener oxidation of alcohols under aerobic conditions.

Modified Markó’s aerobic oxidation of alcohols under atmospheric pressure with air or molecular oxygen at room temperature 
Application: Reactant for:
• Preparation of hexapeptide key fragments via stereoselective selenocyclization/oxidative deselenylation or hydrazination/cyclization reactions
• Asymmetric Michael addition reactions
• Preparation of dipeptidyl peptidase IV dependent water-soluble prodrugs via Mitsunobu reaction
• Synthesis of pyrroloisoquinoline template via stereoselective N-acyliminium-mediated cyclization and enolate amination for synthesis of peptidomimetic compounds
• Barbier-type propargylation reactions
• Synthesis of bacterial peptide deformylase (PDF) inhibitor fumimycin
• Asymmetric amination of glycine Schiff bases
Application: Reagent employed in the electrophilic amination of ß-keto esters catalyzed by an axially chiral guanidine. Building block in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such a L-proline or (S)-2-pyrrolidinyl tetrazole.
Application: Utilized in the asymmetric Friedel-Crafts amination via a chiral organocatalyst.
General description: We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalysis.

Automate your Mitsunobu reactions with Synple Automated Synthesis Platform (SYNPLE-SC002 )
Packaging: 5, 25 g in glass bottle
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity 98%
mp 89-92 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352108

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